PRACTICAL ORGANIC CHEMISTRY
formed. The liquid is then filtered, and the purified i sat in
completely thrown down in the filtrate with more acid. The
substance is then filtered and recrystallisecl from water. Yield,-
about 10 grams.
ClfiH10N.;Ol, + Oo = 2CcH,NOo.
10 1" ^ J £ o » ^ Jf
Properties.—Red monoclinic prisms; m. p. 201°; solu"ble in
hot water and alcohol.
Reactioji.—Dissolve a few crystals in concentrated sulpl~*ur"lc
acid in the cold and shake up with a little coal-tar benzene- A
blue colour due to thiophene is produced. See Appendix? p- 3r 8.
|| j ^-n
natsh., 18So, 1, 316 ; i SSi, 2. 141; Konigs, Be?~.^ i 8*So,
24 grms. nitrobenzene.
3*8 ,, aniline.
120 „ glycei-ol.
100 „ cone, sulphuric acid.
A large round flask (i-i-—2 litres) is attached to an upright
condenser. The mixture of nitrobenzene, aniline, glycerol, and
sulphuric acid is poured in and heated on the sand-bath until
the reaction sets in (ten to fifteen minutes), i.e. until white vapours
rise from the liquid. The flask is now raised from the sand-
bath or the burner extinguished, and when the first reaction is
over the contents are gently boiled for two to three hours. The
dark coloured product is diluted with water, and unchanged
nitrobenzene driven over with steam. The residue is m rider
strongly alkaline with caustic soda, and the oily layer (qulnolinc
and aniline) distilled off with steam. In order to remove the*
aniline present, the distillate is acidified with sulphuric acicl, and
sodium- nitrite added, until a sample of the liquid ceases to
give the aniline reaction with sodium hypochlorite. It is then
boiled? whereby the aniline is converted into phenoL The